Reaction #1265400

Reaction equation

compound

2,6-diamino-4-ethoxy-pyrimidine

NaNO2

→

title compound

Yield 68.3%

5-nitroso-2,6-diamino-4-ethoxy-pyrimidine

Yield 68.3%

Solvents

acetic acid

water

Conditions

Workup

1. 1
   OtherA pink precipitate was formed which
2. 2
   TemperatureThe reaction mixture was cooled down in the refrigerator overnight
3. 3
   Filtrationthe resulting precipitate was filtered off

Procedure

To a solution of the compound of example 54 (6.13 g, 39.8 mmoles) in 20% aqueous acetic acid (57 ml) was added dropwise a solution of NaNO2 (3.29 g) in water (13 ml) at 80° C. A pink precipitate was formed which was stirred at 80° C. for an additional 2 hours. The reaction mixture was cooled down in the refrigerator overnight and the resulting precipitate was filtered off, yielding the title compound as a pink powder (4.98 g, yield 68%). Spectral data are identical with those described e.g. by W. Pfleiderer et al. in Chem. Ber. (1961) 94, 12.

Source